Hegelmann Markus, Zuber Julian, Luibl Johannes, Jandl Christian, Korth Wolfgang, Jess Andreas, Cokoja Mirza
Technical University of Munich, Catalysis Research Center and School of Natural Sciences, Department of Chemistry, Ernst-Otto-Fischer-Straße 1, D-85748, Garching bei München, Germany.
University of Bayreuth, Faculty of Engineering Science, Chair of Chemical Engineering, Universitätsstraße 30, D-95447, Bayreuth, Germany.
Chemistry. 2024 Dec 10;30(69):e202402985. doi: 10.1002/chem.202402985. Epub 2024 Oct 26.
We report on the synthesis of amphiphobic fluorinated surface-active ionic liquid (FSAIL) epoxidation catalysts, which show reversible temperature-controlled solubility in water. The solubility of FSAILs containing the catalytically active perrhenate- and tungstate anions was studied in both the aqueous and the substrate phase, showing a significant solubility decrease in both media compared to their non-fluorinated congeners. It was shown that both the epoxide product and the catalyst additive phenylphosphonic acid (PPA) are efficient in transferring the FSAIL catalyst into the organic phase, rendering the reaction homogeneous. The FSAILs were used as catalysts for the epoxidation of olefins using aqueous HO as oxidant, showing an exceptionally high catalytic activity at mild conditions. Catalyst recycling was demonstrated over ten consecutive runs by phase separation and subsequent product distillation.
我们报道了两亲性氟化表面活性离子液体（FSAIL）环氧化催化剂的合成，该催化剂在水中表现出可逆的温度控制溶解性。研究了含有催化活性高铼酸根和钨酸根阴离子的FSAILs在水相和底物相中的溶解性，结果表明，与非氟化的同类物相比，它们在两种介质中的溶解性均显著降低。结果表明，环氧化产物和催化剂添加剂苯基膦酸（PPA）都能有效地将FSAIL催化剂转移到有机相中，使反应均相化。FSAILs被用作以水相HO为氧化剂的烯烃环氧化反应的催化剂，在温和条件下表现出极高的催化活性。通过相分离和随后的产物蒸馏，连续十次运行证明了催化剂的循环使用。
